Methyl 4-(3-hydroxyprop-1-ynyl)benzoate → Methyl 4-(3-hydroxypropyl)benzoate

HRID 352606

반응식

HRID 352606 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][CH2:12][OH:13])=[CH:6][CH:5]=1>CCOC(C)=O.CO.[Pd]>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][OH:13])=[CH:6][CH:5]=1

참가 물질

5

반응물 1

HCID 4448596Methyl 4-(3-hydroxyprop-1-ynyl)benzoate

생성물 1

HCID 14425137Methyl 4-(3-hydroxypropyl)benzoate수율 92.7%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 4-(3-hydroxy-prop-1-ynyl)-benzoic acid methyl ester (12.65 g) in EtOAc (75 mL) and MeOH (75 mL) was hydrogenated at 50 psi on a Parr shaker in the presence of 10% palladium on carbon (2 g) for 24 h. The catalyst was removed by filtration through Celite® and the filtrate was concentrated. The reaction was repeated by adding 10% palladium on carbon (2 g) and hydrogenating on a Parr shaker for 24 h. After filtering through Celite®, the solution was concentrated in vacuo to provide 4-(3-hydroxy-propyl)-benzoic acid methyl ester (11.98 g).

후처리

  1. customThe catalyst was removed by filtration through Celite®
  2. concentrationthe filtrate was concentrated
  3. additionby adding 10% palladium on carbon (2 g)
  4. filtrationAfter filtering through Celite®
  5. concentrationthe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-b265b48860274e18a723be0ee3103e2e
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747054B2

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